COMMENT: Is Canada’s GAAR still an enigma after Copthorne?

International Tax Review is part of Legal Benchmarking Limited, 1-2 Paris Garden, London, SE1 8ND

Copyright © Legal Benchmarking Limited and its affiliated companies 2025

Accessibility | Terms of Use | Privacy Policy | Modern Slavery Statement

COMMENT: Is Canada’s GAAR still an enigma after Copthorne?

scc-crest.jpg

When it comes to the Canadian general anti-avoidance rule (GAAR), it could be said that the difference between acceptable and unacceptable tax planning is in the eyes of the beholder.

scc20crest.jpg

 The recent Supreme Court ruling in Copthorne was supposed to clear the air following a three-way split decision in the Lipson case.

Taxpayers hoped Copthorne would deliver some clarity as to how the courts should apply the GAAR.

But despite their best efforts, and detailed analysis, the Supreme Court judges appear to have failed.

They are not to be blamed for this. The problem is, by its very nature, a GAAR analysis seems to invoke a so-called “smell test”.

The Supreme Court has indicated the three facets to a GAAR analysis are: a tax benefit, an avoidance transaction, and abusive tax avoidance.

Essentially, all GAAR cases are decided on the third requirement, since the first two are usually easily proven.

Judge Rothstein openly rejected the use of moral opprobrium to decide whether the taxpayer’s actions were abusive in Copthorne and, at the same time, affirmed that the Duke of Westminster doctrine is still alive and well.

Yet there appears an irreconcilable conflict between the notion that taxpayers are entitled to plan to minimise their tax bills and the purpose of the GAAR, which is essentially designed to stop tax avoidance when all other statutes fail to protect against it.

Even if taxpayer actions follow the letter of the law, the authorities can invoke the GAAR to challenge them, and the courts must ultimately decide whether the avoidance was abusive – making it almost inevitable that a smell test will result.

In Copthorne, the non-resident shareholder invested C$97 million ($97.6 million) into the entity then tried to withdraw C$164 million without paying withholding tax.

Would the Supreme Court really have allowed the taxpayer to get away with this by saying the GAAR did not apply?

If a taxpayer like Copthorne decides to undertake an acceptable transaction – such as amalgamating to use losses – and then has two ways of carrying that out – vertical or horizontal amalgamation – then surely, if the Duke of Westminster has any meaning at all, that taxpayer should not be defeated by GAAR when it chooses the more tax effective way.

By this logic, Copthorne should have won the Supreme Court case.

The fact it did not perhaps shows that despite the clear attempt to avoid a smell test, such a test is an unavoidable component in deciding a GAAR case.

The law may well be in need of amendment, to eliminate a result that makes little tax policy sense. But as it stands, the principle established in Duke of Westminster suggests the court should have found in favour of the taxpayer.

Earlier cases such as Canada Trustco have demonstrated that the courts do have the flexibility to find the GAAR is not applicable.

However, after Copthorne, it is difficult to see how taxpayers can ever be confident that tax planning involving one or more transactions which are primarily tax-driven, will survive a GAAR challenge in future.

Further reading

Copthorne’s legacy: The future of Canada’s GAAR

What the Copthorne ruling means for future GAAR disputes in Canada

Canadian Supreme Court dismisses Copthorne appeal

Canadian Supreme Court hears oral arguments in Copthorne

more across site & shared bottom lb ros

More from across our site

Using tax to enhance its standing as a funds location is behind Luxembourg’s measures aimed at clarifying ATAD 2 and making its carried interest regime more attractive
Encompassing everything from international scandals to seismic political events, it’s a privilege to cover the intriguing world of tax
In his newly created role, current SSA commissioner Bisignano will oversee all day-to-day IRS operations; in other news, Ryan has made its second acquisition in two weeks
In the age of borderless commerce, money flows faster than regulation. While digital platforms cross oceans in milliseconds, tax authorities often lag. Indonesia has decided it can wait no longer
The tariffs are disrupting global supply chains and creating a lot of uncertainty, tax expert Miguel Medeiros told ITR’s European Transfer Pricing Forum
Corporate counsel should combine deep technical knowledge with strategic dynamism, says Agarwal, winner of ITR’s EMEA In-house Indirect Tax Leader of the Year award
Luxembourg’s reform agenda continues at pace in 2025, with targeted measures for start-ups and alternative investment funds
Veteran Elizabeth Arrendale will lead the new advisory practice, which will support clients with M&A tax structuring, post-deal integration, and more
MAP cases keep increasing, and cases closed aren’t keeping pace with the number started, the OECD’s Sriram Govind also told an ITR summit
Nobody likes paperwork or paying money, but the assertion that legal accreditation doesn’t offer value to firms and clients alike is false
Gift this article